Destructive iTunes upgrade

I very stupidly and inadvertantly allowed Apple to "upgrade" my old iTunes software. All I have on my iPod is music and Podcasts. My music, playlists, and podcasts all show up on iTunes, but only the music shows up on my iPod. Since the so called upgrade, all my playlists and podcasts have been deleted from the iPod.
When I try to synch my computer to my iPod, I get a message that my iPod "cannot be synced because there is not enough free space to hold all of the items in the selected playlists (39.33 GB required, 8.21 GB available)." iTunes claims my podcasts occupy 49 items, 19.5 hours, 62 Gigabytes, which is clearly nonsense. I have a 30 GB iPod, and before the upgrade, all of it fit neatly within 20 occupied GBs. Geez, I only have a 37 GB drive on my computer!
This makes no sense, and Apple's only solution -- its solution for everything -- is to reinstall. Does anybody have any ideas how this can be fixed?

It doesn't find the "iTunes.msi" file.
Unfortunately, this sort of trouble has gotten more complicated to deal with ever since Microsoft pulled the Windows Installer CleanUp utility from their Download Center on June 25. First we have to find a copy of the utility.
Let's try Googling. (Best not to use Bing, I think.) Look for a working download site for at least version 3.0 of the Windows Installer CleanUp utility. After downloading the utility installer file (msicuu2.exe), scan the file for malware, just in case. (I use the free version of Malwarebytes AntiMalware to do single-file scans for that.)
If the file is clean, to install the utility, doubleclick the msicuu2.exe file you've downloaded.
Now run the utility ("Start > All Programs > Windows Install Clean Up"). In the list of programs that appears in CleanUp, select any iTunes entries and click "Remove".
Quit out of CleanUp, restart the PC and try installing iTunes again. Does the install go through properly now?
(If you do find a clean download site for the correct version of CleanUp, please don't tell me where it is. Without wishing to sound paranoid (although I grant it does sound paranoid), there is a non-zero chance that posting links to download locations for the utility here at Discussions leads to that download location being shut down.)

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    Back up all data before making any changes.
    Step 1
    Take all the applicable steps in this support article.  
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    If you're running OS X 10.8.4 or later, run Wireless Diagnostics and take the remedial steps suggested in the summary that appears, if any. The program also generates a large file of information about your system, which would be used by Apple Engineering in case of a support incident. Don't post the contents here.
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    Make a "Genius" appointment at an Apple Store, or go to another authorized service center.
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  • I have recently moved all of my files to a larger external hard drive, but when I am reminder of an itunes upgrade it's still attempting to go to the old drive.  How can I change the settings so it automatically goes to my new hard drive?

    I have recently moved all of my files to a larger external hard drive, but when I am reminder of an itunes upgrade it's still attempting to go to the old drive.  How can I change the settings so it automatically goes to my new hard drive?

    lisacooney wrote:
    I have recently moved all of my files to a larger external hard drive
    How did you move these files?

  • ITunes upgrade restarted my computer when I told it not to !?!?!

    iTunes upgrade restarted my computer when I told it not to !?
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    AAAARRRRRRRG ! PLEASE FIX THIS !!

    Hi Why do you need to use a PC since iOS 7 you can download updates Apps everything Over wifi I have iPhone 5 s & 2 ipads in over a year I have never connected them to My Apple pc Try a wifi update If you have problems Try a Reboot press & hold power button & menu button hold both Down until You see Apple Logo you will not last any data. Cheers Brian

  • OS-X won't restart after iTunes upgrade

    Installed the upgrade of iTunes and QT7 last night and now on re boot my system freezes while in the "loading OSX" screen (reminiscent of Windows blue screen of death >:O), and I have to hold to power button to shutdown the system.
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    Grant,
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    Disk repair came back with no errors, with repair permissions reporting several. Upon re-booting, the system froze at the same spot and had to be hard booted to get out of its' locked state.
    I had read other threads about people not being able to re-boot after upgrading iTunes, if they had USB peripherals attached. I figured WTH, and disconnected everything but Mouse and Keyboard and did another re-boot and "Whalla!".
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    Thanks for your assistance!
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