I am unable to get a two way calendar or contact sync

I am unable to get a two way calendar or contact sync with my iPhone and my mac.  iTunes does not sync either way. I use an iphone 3,  I think. I do not use iCloud.
Mac OS 10.6.8, itunes up to date, iphone running 4.2.1
Any help would be appreciated.

For resetting the sync history on a Mac running Lion - 10.7.x if needed.
http://support.apple.com/kb/TS1627
If you see the Sync menu in the menu bar, skip to step 3: 
If you do not see the Sync menu in your menu bar, skip to step 7.
Hold the Option key on your keyboard, then click the Sync menu in the menu bar:   
if you see the Sync menu but you are unable to open it, skip to step 8.
Choose Reset Sync Services.
Click Reset Sync History.
Test for the original issue. If the issue persists, or if you are unable to open the Sync menu, follow these steps:
In the Finder, choose Utilities from the Go menu.
Open Terminal.
In the Terminal window, type or paste the following command on a single line:
/System/Library/Frameworks/SyncServices.framework/Versions/A/Resources/resetsync .pl full
Press Return.
Quit Terminal after the operation has completed (when Terminal returns to the command prompt with a $).

Similar Messages

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    I have spent 3 hours trying to get my ical updated on my mac with events added to my iphone calendar. Itunes will sync the calendars from the mac to the phone, but not vice versa.  I have read every post which relates to this problem, but I do not use iCloud, there is no iSync app on my mac, and there is no menu to delete sync history under system preferences.  My mac is fairly new and is running Mac OS X 10.7.4.   I tried to delete the iphone from itunes and start over, but can't even do that.   Now what?  Any advice short of throwing both devices out the window?

    For resetting the sync history on a Mac running Lion - 10.7.x if needed.
    http://support.apple.com/kb/TS1627
    If you see the Sync menu in the menu bar, skip to step 3: 
    If you do not see the Sync menu in your menu bar, skip to step 7.
    Hold the Option key on your keyboard, then click the Sync menu in the menu bar:   
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    Choose Reset Sync Services.
    Click Reset Sync History.
    Test for the original issue. If the issue persists, or if you are unable to open the Sync menu, follow these steps:
    In the Finder, choose Utilities from the Go menu.
    Open Terminal.
    In the Terminal window, type or paste the following command on a single line:
    /System/Library/Frameworks/SyncServices.framework/Versions/A/Resources/resetsync .pl full
    Press Return.
    Quit Terminal after the operation has completed (when Terminal returns to the command prompt with a $).

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    adding as trusted cert:
    Subject: CN=Root CA, O=Zork.org, L=Fairfax, ST=Virginia, C=US
    Issuer: CN=Root CA, O=Zork.org, L=Fairfax, ST=Virginia, C=US
    Algorithm: RSA; Serial number: 0x0
    Valid from Wed May 26 16:38:59 EDT 2004 until Fri Jun 25 16:38:59 EDT 2004
    trigger seeding of SecureRandom
    done seeding SecureRandom
    %% No cached client session
    *** ClientHello, TLSv1
    RandomCookie: GMT: 1070211537 bytes = { 205, 211, 129, 234, 88, 129, 152, 176, 223, 180, 161, 138, 246, 183, 181, 89, 61, 252, 63, 35, 21, 34, 253, 32, 254, 124, 38, 198 }
    Session ID: {}
    Cipher Suites: [SSL_RSA_WITH_RC4_128_MD5, SSL_RSA_WITH_RC4_128_SHA, TLS_RSA_WITH_AES_128_CBC_SHA, TLS_DHE_RSA_WITH_AES_128_CBC_SHA, TLS_DHE_DSS_WITH_AES_128_CBC_SHA, SSL_RSA_WITH_3DES_EDE_CBC_SHA, SSL_DHE_RSA_WITH_3DES_EDE_CBC_SHA, SSL_DHE_DSS_WITH_3DES_EDE_CBC_SHA, SSL_RSA_WITH_DES_CBC_SHA, SSL_DHE_RSA_WITH_DES_CBC_SHA, SSL_DHE_DSS_WITH_DES_CBC_SHA, SSL_RSA_EXPORT_WITH_RC4_40_MD5, SSL_RSA_EXPORT_WITH_DES40_CBC_SHA, SSL_DHE_RSA_EXPORT_WITH_DES40_CBC_SHA, SSL_DHE_DSS_EXPORT_WITH_DES40_CBC_SHA]
    Compression Methods: { 0 }
    [write] MD5 and SHA1 hashes: len = 73
    0000: 01 00 00 45 03 01 40 CA 22 D1 CD D3 81 EA 58 81 ...E..@.".....X.
    0010: 98 B0 DF B4 A1 8A F6 B7 B5 59 3D FC 3F 23 15 22 .........Y=.?#."
    0020: FD 20 FE 7C 26 C6 00 00 1E 00 04 00 05 00 2F 00 . ..&........./.
    0030: 33 00 32 00 0A 00 16 00 13 00 09 00 15 00 12 00 3.2.............
    0040: 03 00 08 00 14 00 11 01 00 .........
    Thread-3, WRITE: TLSv1 Handshake, length = 73
    [write] MD5 and SHA1 hashes: len = 98
    0000: 01 03 01 00 39 00 00 00 20 00 00 04 01 00 80 00 ....9... .......
    0010: 00 05 00 00 2F 00 00 33 00 00 32 00 00 0A 07 00 ..../..3..2.....
    0020: C0 00 00 16 00 00 13 00 00 09 06 00 40 00 00 15 ............@...
    0030: 00 00 12 00 00 03 02 00 80 00 00 08 00 00 14 00 ................
    0040: 00 11 40 CA 22 D1 CD D3 81 EA 58 81 98 B0 DF B4 ..@.".....X.....
    0050: A1 8A F6 B7 B5 59 3D FC 3F 23 15 22 FD 20 FE 7C .....Y=.?#.". ..
    0060: 26 C6 &.
    Thread-3, WRITE: SSLv2 client hello message, length = 98
    Thread-3, READ: TLSv1 Handshake, length = 58
    *** ServerHello, TLSv1
    RandomCookie: GMT: 1070211539 bytes = { 81, 106, 82, 45, 233, 226, 89, 6, 38, 240, 71, 122, 90, 226, 255, 207, 9, 102, 205, 127, 223, 211, 4, 84, 79, 16, 101, 89 }
    Session ID: {34, 167, 132, 174, 141, 4, 57, 197, 190, 207, 105, 117, 241, 9, 97, 81}
    Cipher Suite: SSL_RSA_WITH_DES_CBC_SHA
    Compression Method: 0
    %% Created: [Session-1, SSL_RSA_WITH_DES_CBC_SHA]
    ** SSL_RSA_WITH_DES_CBC_SHA
    [read] MD5 and SHA1 hashes: len = 58
    0000: 02 00 00 36 03 01 40 CA 22 D3 51 6A 52 2D E9 E2 ...6..@.".QjR-..
    0010: 59 06 26 F0 47 7A 5A E2 FF CF 09 66 CD 7F DF D3 Y.&.GzZ....f....
    0020: 04 54 4F 10 65 59 10 22 A7 84 AE 8D 04 39 C5 BE .TO.eY.".....9..
    0030: CF 69 75 F1 09 61 51 00 09 00 .iu..aQ...
    Thread-3, READ: TLSv1 Handshake, length = 607
    *** Certificate chain
    chain [0] = [
    Version: V3
    Subject: CN=Root CA, O=Zork.org, L=Fairfax, ST=Virginia, C=US
    Signature Algorithm: SHA1withRSA, OID = 1.2.840.113549.1.1.5
    Key: SunJSSE RSA public key:
    public exponent:
    010001
    modulus:
    e2bd8de9 598e0735 2bed2057 3800c83d 348550e2 93a017c7 9845f35f cd7b4ada
    6ef0c70f 7a033e69 a97ccd15 46f0d1c8 7a0ae909 ddb76f5b cd8029e6 3a6a4965
    Validity: [From: Wed May 26 16:38:59 EDT 2004,
                   To: Fri Jun 25 16:38:59 EDT 2004]
    Issuer: CN=Root CA, O=Zork.org, L=Fairfax, ST=Virginia, C=US
    SerialNumber: [    00]
    Certificate Extensions: 3
    [1]: ObjectId: 2.5.29.14 Criticality=false
    SubjectKeyIdentifier [
    KeyIdentifier [
    0000: 3F A7 DF 1F FA 90 1F 98 4F BA 42 9F 21 7D B4 C4 ?.......O.B.!...
    0010: 88 76 14 DA .v..
    [2]: ObjectId: 2.5.29.35 Criticality=false
    AuthorityKeyIdentifier [
    KeyIdentifier [
    0000: 3F A7 DF 1F FA 90 1F 98 4F BA 42 9F 21 7D B4 C4 ?.......O.B.!...
    0010: 88 76 14 DA .v..
    [CN=Root CA, O=Zork.org, L=Fairfax, ST=Virginia, C=US]
    SerialNumber: [    00]
    [3]: ObjectId: 2.5.29.19 Criticality=false
    BasicConstraints:[
    CA:true
    PathLen:2147483647
    Algorithm: [SHA1withRSA]
    Signature:
    0000: 29 CB D0 48 E2 89 2F 8D 4A A6 73 11 71 EB 58 9D )..H../.J.s.q.X.
    0010: 9E 0C 44 1F 87 C2 A3 3C C0 E7 9A E3 C4 BC A7 DD ..D....<........
    0020: C4 FC 52 F1 A9 72 65 14 99 C1 A7 62 61 35 91 D8 ..R..re....ba5..
    0030: AE FF FB FF 82 D8 1C EE 03 02 77 03 19 6A B0 06 ..........w..j..
    Found trusted certificate:
    Version: V3
    Subject: CN=Root CA, O=Zork.org, L=Fairfax, ST=Virginia, C=US
    Signature Algorithm: SHA1withRSA, OID = 1.2.840.113549.1.1.5
    Key: SunJSSE RSA public key:
    public exponent:
    010001
    modulus:
    e2bd8de9 598e0735 2bed2057 3800c83d 348550e2 93a017c7 9845f35f cd7b4ada
    6ef0c70f 7a033e69 a97ccd15 46f0d1c8 7a0ae909 ddb76f5b cd8029e6 3a6a4965
    Validity: [From: Wed May 26 16:38:59 EDT 2004,
                   To: Fri Jun 25 16:38:59 EDT 2004]
    Issuer: CN=Root CA, O=Zork.org, L=Fairfax, ST=Virginia, C=US
    SerialNumber: [    00]
    Certificate Extensions: 3
    [1]: ObjectId: 2.5.29.14 Criticality=false
    SubjectKeyIdentifier [
    KeyIdentifier [
    0000: 3F A7 DF 1F FA 90 1F 98 4F BA 42 9F 21 7D B4 C4 ?.......O.B.!...
    0010: 88 76 14 DA .v..
    [2]: ObjectId: 2.5.29.35 Criticality=false
    AuthorityKeyIdentifier [
    KeyIdentifier [
    0000: 3F A7 DF 1F FA 90 1F 98 4F BA 42 9F 21 7D B4 C4 ?.......O.B.!...
    0010: 88 76 14 DA .v..
    [CN=Root CA, O=Zork.org, L=Fairfax, ST=Virginia, C=US]
    SerialNumber: [    00]
    [3]: ObjectId: 2.5.29.19 Criticality=false
    BasicConstraints:[
    CA:true
    PathLen:2147483647
    Algorithm: [SHA1withRSA]
    Signature:
    0000: 29 CB D0 48 E2 89 2F 8D 4A A6 73 11 71 EB 58 9D )..H../.J.s.q.X.
    0010: 9E 0C 44 1F 87 C2 A3 3C C0 E7 9A E3 C4 BC A7 DD ..D....<........
    0020: C4 FC 52 F1 A9 72 65 14 99 C1 A7 62 61 35 91 D8 ..R..re....ba5..
    0030: AE FF FB FF 82 D8 1C EE 03 02 77 03 19 6A B0 06 ..........w..j..
    [read] MD5 and SHA1 hashes: len = 607
    0000: 0B 00 02 5B 00 02 58 00 02 55 30 82 02 51 30 82 ...[..X..U0..Q0.
    0010: 01 FB A0 03 02 01 02 02 01 00 30 0D 06 09 2A 86 ..........0...*.
    0020: 48 86 F7 0D 01 01 05 05 00 30 57 31 0B 30 09 06 H........0W1.0..
    0030: 03 55 04 06 13 02 55 53 31 11 30 0F 06 03 55 04 .U....US1.0...U.
    0040: 08 13 08 56 69 72 67 69 6E 69 61 31 10 30 0E 06 ...Virginia1.0..
    0050: 03 55 04 07 13 07 46 61 69 72 66 61 78 31 11 30 .U....Fairfax1.0
    0060: 0F 06 03 55 04 0A 13 08 5A 6F 72 6B 2E 6F 72 67 ...U....Zork.org
    0070: 31 10 30 0E 06 03 55 04 03 13 07 52 6F 6F 74 20 1.0...U....Root
    0080: 43 41 30 1E 17 0D 30 34 30 35 32 36 32 30 33 38 CA0...0405262038
    0090: 35 39 5A 17 0D 30 34 30 36 32 35 32 30 33 38 35 59Z..04062520385
    00A0: 39 5A 30 57 31 0B 30 09 06 03 55 04 06 13 02 55 9Z0W1.0...U....U
    00B0: 53 31 11 30 0F 06 03 55 04 08 13 08 56 69 72 67 S1.0...U....Virg
    00C0: 69 6E 69 61 31 10 30 0E 06 03 55 04 07 13 07 46 inia1.0...U....F
    00D0: 61 69 72 66 61 78 31 11 30 0F 06 03 55 04 0A 13 airfax1.0...U...
    00E0: 08 5A 6F 72 6B 2E 6F 72 67 31 10 30 0E 06 03 55 .Zork.org1.0...U
    00F0: 04 03 13 07 52 6F 6F 74 20 43 41 30 5C 30 0D 06 ....Root CA0\0..
    0100: 09 2A 86 48 86 F7 0D 01 01 01 05 00 03 4B 00 30 .*.H.........K.0
    0110: 48 02 41 00 E2 BD 8D E9 59 8E 07 35 2B ED 20 57 H.A.....Y..5+. W
    0120: 38 00 C8 3D 34 85 50 E2 93 A0 17 C7 98 45 F3 5F 8..=4.P......E._
    0130: CD 7B 4A DA 6E F0 C7 0F 7A 03 3E 69 A9 7C CD 15 ..J.n...z.>i....
    0140: 46 F0 D1 C8 7A 0A E9 09 DD B7 6F 5B CD 80 29 E6 F...z.....o[..).
    0150: 3A 6A 49 65 02 03 01 00 01 A3 81 B1 30 81 AE 30 :jIe........0..0
    0160: 0C 06 03 55 1D 13 04 05 30 03 01 01 FF 30 1D 06 ...U....0....0..
    0170: 03 55 1D 0E 04 16 04 14 3F A7 DF 1F FA 90 1F 98 .U......?.......
    0180: 4F BA 42 9F 21 7D B4 C4 88 76 14 DA 30 7F 06 03 O.B.!....v..0...
    0190: 55 1D 23 04 78 30 76 80 14 3F A7 DF 1F FA 90 1F U.#.x0v..?......
    01A0: 98 4F BA 42 9F 21 7D B4 C4 88 76 14 DA A1 5B A4 .O.B.!....v...[.
    01B0: 59 30 57 31 0B 30 09 06 03 55 04 06 13 02 55 53 Y0W1.0...U....US
    01C0: 31 11 30 0F 06 03 55 04 08 13 08 56 69 72 67 69 1.0...U....Virgi
    01D0: 6E 69 61 31 10 30 0E 06 03 55 04 07 13 07 46 61 nia1.0...U....Fa
    01E0: 69 72 66 61 78 31 11 30 0F 06 03 55 04 0A 13 08 irfax1.0...U....
    01F0: 5A 6F 72 6B 2E 6F 72 67 31 10 30 0E 06 03 55 04 Zork.org1.0...U.
    0200: 03 13 07 52 6F 6F 74 20 43 41 82 01 00 30 0D 06 ...Root CA...0..
    0210: 09 2A 86 48 86 F7 0D 01 01 05 05 00 03 41 00 29 .*.H.........A.)
    0220: CB D0 48 E2 89 2F 8D 4A A6 73 11 71 EB 58 9D 9E ..H../.J.s.q.X..
    0230: 0C 44 1F 87 C2 A3 3C C0 E7 9A E3 C4 BC A7 DD C4 .D....<.........
    0240: FC 52 F1 A9 72 65 14 99 C1 A7 62 61 35 91 D8 AE .R..re....ba5...
    0250: FF FB FF 82 D8 1C EE 03 02 77 03 19 6A B0 06 .........w..j..
    Thread-3, READ: TLSv1 Handshake, length = 220
    *** CertificateRequest
    Cert Types: RSA, DSS, Ephemeral DH (RSA sig),
    Cert Authorities:
    <CN=Root CA, O=Zork.org, L=Fairfax, ST=Virginia, C=US>
    <CN=Server CA, OU=Server Division, O=Zork.org, L=Fairfax, ST=Virginia, C=US>
    [read] MD5 and SHA1 hashes: len = 220
    0000: 0D 00 00 D8 03 01 02 05 00 D2 00 59 30 57 31 0B ...........Y0W1.
    0010: 30 09 06 03 55 04 06 13 02 55 53 31 11 30 0F 06 0...U....US1.0..
    0020: 03 55 04 08 13 08 56 69 72 67 69 6E 69 61 31 10 .U....Virginia1.
    0030: 30 0E 06 03 55 04 07 13 07 46 61 69 72 66 61 78 0...U....Fairfax
    0040: 31 11 30 0F 06 03 55 04 0A 13 08 5A 6F 72 6B 2E 1.0...U....Zork.
    0050: 6F 72 67 31 10 30 0E 06 03 55 04 03 13 07 52 6F org1.0...U....Ro
    0060: 6F 74 20 43 41 00 75 30 73 31 0B 30 09 06 03 55 ot CA.u0s1.0...U
    0070: 04 06 13 02 55 53 31 11 30 0F 06 03 55 04 08 13 ....US1.0...U...
    0080: 08 56 69 72 67 69 6E 69 61 31 10 30 0E 06 03 55 .Virginia1.0...U
    0090: 04 07 13 07 46 61 69 72 66 61 78 31 11 30 0F 06 ....Fairfax1.0..
    00A0: 03 55 04 0A 13 08 5A 6F 72 6B 2E 6F 72 67 31 18 .U....Zork.org1.
    00B0: 30 16 06 03 55 04 0B 13 0F 53 65 72 76 65 72 20 0...U....Server
    00C0: 44 69 76 69 73 69 6F 6E 31 12 30 10 06 03 55 04 Division1.0...U.
    00D0: 03 13 09 53 65 72 76 65 72 20 43 41 ...Server CA
    Thread-3, READ: TLSv1 Handshake, length = 4
    *** ServerHelloDone
    [read] MD5 and SHA1 hashes: len = 4
    0000: 0E 00 00 00 ....
    *** Certificate chain
    JsseJCE: Using JSSE internal implementation for cipher RSA/ECB/PKCS1Padding
    *** ClientKeyExchange, RSA PreMasterSecret, TLSv1
    Random Secret: { 3, 1, 175, 38, 47, 77, 131, 125, 209, 147, 174, 228, 183, 99, 34, 2, 100, 186, 77, 47, 65, 233, 82, 133, 183, 113, 8, 193, 51, 241, 167, 105, 4, 187, 57, 130, 161, 11, 178, 11, 134, 84, 96, 106, 203, 11, 195, 51 }
    [write] MD5 and SHA1 hashes: len = 77
    0000: 0B 00 00 03 00 00 00 10 00 00 42 00 40 39 9F EC ..........B.@9..
    0010: 5F 92 FA 3D 5E 3D 0C 19 10 72 DA BE B6 14 76 62 _..=^=...r....vb
    0020: AE 39 75 0B 74 10 C7 B1 42 D7 A1 22 C0 0E B8 A2 .9u.t...B.."....
    0030: 22 80 73 20 36 A2 FD BB F9 3E F4 F0 91 CE 95 F8 ".s 6....>......
    0040: 05 D7 22 FC 2C CF 1B AB 19 82 03 D2 F5 ..".,........
    Thread-3, WRITE: TLSv1 Handshake, length = 77
    SESSION KEYGEN:
    PreMaster Secret:
    0000: 03 01 AF 26 2F 4D 83 7D D1 93 AE E4 B7 63 22 02 ...&/M.......c".
    0010: 64 BA 4D 2F 41 E9 52 85 B7 71 08 C1 33 F1 A7 69 d.M/A.R..q..3..i
    0020: 04 BB 39 82 A1 0B B2 0B 86 54 60 6A CB 0B C3 33 ..9......T`j...3
    CONNECTION KEYGEN:
    Client Nonce:
    0000: 40 CA 22 D1 CD D3 81 EA 58 81 98 B0 DF B4 A1 8A @.".....X.......
    0010: F6 B7 B5 59 3D FC 3F 23 15 22 FD 20 FE 7C 26 C6 ...Y=.?#.". ..&.
    Server Nonce:
    0000: 40 CA 22 D3 51 6A 52 2D E9 E2 59 06 26 F0 47 7A @.".QjR-..Y.&.Gz
    0010: 5A E2 FF CF 09 66 CD 7F DF D3 04 54 4F 10 65 59 Z....f.....TO.eY
    Master Secret:
    0000: 67 B9 58 74 69 18 0B 2E 00 EB AC 9B 77 15 B4 65 g.Xti.......w..e
    0010: 61 A1 AC D0 F1 D5 4C CA 0E 51 FC 58 A0 11 B7 87 a.....L..Q.X....
    0020: EC 72 26 D0 83 18 27 49 8F B6 32 FF E3 89 1D E4 .r&...'I..2.....
    Client MAC write Secret:
    0000: D5 96 AB F7 1E 46 5F 46 8A E9 3E DF A0 5E 32 5E .....F_F..>..^2^
    0010: 00 FB B8 D8 ....
    Server MAC write Secret:
    0000: E6 7D 8E F5 6A 4C 94 4C D6 2A 3A 4D FC C1 94 A3 ....jL.L.*:M....
    0010: C5 6C 5F B6 .l_.
    Client write key:
    0000: 18 1D 51 8C 74 6D 18 57 ..Q.tm.W
    Server write key:
    0000: 0D 4E 7A F1 5A D6 5F 5B .Nz.Z._[
    Client write IV:
    0000: 4C BB 4D FA 4F EB CB 4E L.M.O..N
    Server write IV:
    0000: B7 6A CA E9 66 7D 25 88 .j..f.%.
    Thread-3, WRITE: TLSv1 Change Cipher Spec, length = 1
    JsseJCE: Using JSSE internal implementation for cipher DES/CBC/NoPadding
    *** Finished
    verify_data: { 20, 20, 38, 13, 43, 235, 102, 72, 75, 212, 21, 21 }
    [write] MD5 and SHA1 hashes: len = 16
    0000: 14 00 00 0C 14 14 26 0D 2B EB 66 48 4B D4 15 15 ......&.+.fHK...
    Padded plaintext before ENCRYPTION: len = 40
    0000: 14 00 00 0C 14 14 26 0D 2B EB 66 48 4B D4 15 15 ......&.+.fHK...
    0010: 90 9C E9 09 F4 48 96 A6 8F AA 04 DF E9 36 72 F0 .....H.......6r.
    0020: 42 F0 60 78 03 03 03 03 B.`x....
    Thread-3, WRITE: TLSv1 Handshake, length = 40
    Thread-3, READ: TLSv1 Alert, length = 2
    Thread-3, RECV TLSv1 ALERT: fatal, handshake_failure
    Thread-3, called closeSocket()
    Thread-3, handling exception: javax.net.ssl.SSLHandshakeException: Received fatal alert: handshake_failure
    Finalizer, called close()
    Finalizer, called closeInternal(true)
    So I'll toil away trying to get *right* combination of settings - please let me know if you have any ideas! FYI here are the command line settings I am using for the keystore:
    -Djavax.net.ssl.keyStore=c:\myClientIdKeyStore -Djavax.net.ssl.keyStoreType=jks -Djavax.net.ssl.keyStorePassword=myClientIdKeyStorePass
    Thanks,
    Paul

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