Synching ipod issue

I have a 1st gen idpod touch with 3.1. Whenever I plug my ipod into my computer itunes runs. I have the latest version of that as well.
In the message bar, while the ipod is synching, I get a message saying "updating files on Ipod Touch copy 1 of X". These are mp3 and wav files. I have hundreds of songs but this message is for only 20 of the songs -- the same songs over and over. I have the songs on my computer and I have them on my ipod in my library and on the playlist. The songs play fine. I just don't get the message. I have all my songs on a removable drive. When I unplug the drive I still get the message. What might be the problem? Thanks.

Use a smart or regular playlist.
Then tell iTunes to sync selected playlists.
Read about playlists in iTunes > Help

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    http://www.ifixit.com/
    http://www.rapidrepair.com/shop/g4-ipod-parts.html
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    You are prepared to buy a new one
    You can’t accept the re-sell value of your broken iPod
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    http://discussions.apple.com/thread.jspa?messageID=2831962#2831962
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    http://discussions.apple.com/thread.jspa?threadID=469080&tstart=0
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    http://discussions.apple.com/thread.jspa?threadID=435160&start=0&tstart=0
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    http://discussions.apple.com/thread.jspa?threadID=336342&start=0&tstart=0
    Meeting the Sad iPod icon
    http://askpang.typepad.com/relevanthistory/2004/11/meeting_thesad.html#comment-10519524
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    iPod Photo: unhappy icon + warranty question
    http://discussions.apple.com/thread.jspa?messageID=2233746#2233746
    4th Gen iPod Users - are we all having the same problem?
    http://discussions.apple.com/message.jspa?messageID=2235623#2235623
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    http://discussions.apple.com/thread.jspa?messageID=2237714#2237714
    Sad faced iPod, but my computer won’t recognize it
    http://discussions.apple.com/thread.jspa?messageID=2242018#2242018
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    http://discussions.apple.com/thread.jspa?threadID=412033&tstart=0
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    http://discussions.apple.com/thread.jspa?messageID=4489387#4489387
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    Finally, I read a fair comments from dwb, regarding of slapping the back of the iPod multiple times
    Quote “This has been discussed numerous times as a 'fix'. It does work, at least for a while. In fact I remember using the same basic trick to revive Seagate and Quantam drives back in the mid to late 1980's. Why these tiny hard drives go bad I don't know - could be the actuator gets stuck in place or misaligned. Could be the platter gets stuck or the motor gets stuck. 'Stiction' was a problem for drives back in the 80's. Unfortunately the fix can cause damage to the platter so we temporarily fix one problem by creating another. But I know of two instances where a little slap onto the table revived the iPods and they are still worked a year or more later.”UnQuote

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