Hi, i'm having trouble with syncing my iPod. (after the latest iTunes-update)

It's a classic, but I have no idea what generation... but it was bought in early 08, and have 80gb. Anyway, it has been working fine all the time, but by the latest iTunes-update, it has stopped working. (mac) Every time I try to connect it with my computer, iTunes says that "this iPod appears to be destroyed, try to restore" (I'm having iTunes in Norwegian, so not sure if this is the direct translation, but hopefully you'll get the picture) - and I try to do this, again and again, but nothing seems to work. I have tried to turn off the computer, put iPod in disc-mode, let the battery run out, give it a two-week break, and now I'm out of guesses on what to do. But no matter what I do it allways appear to have zero songs on it after I am done syncing, and I allways get the "try to restore"-message when i connect it again.
It's possible that it's just old age or something, but I really want to try everything first, as it seems to be all right otherways. It also works when I connect it with my friend's  PC, but since she has ****** taste of music () it's not an option. I have a MacBook, also from 2008.
And just to clearify. I have an iPad2, and an old iPod nano (2006) and both works with my computer/iTunes.

See:
iOS: Device not recognized in iTunes for Windows
I would start with
Removing and Reinstalling iTunes, QuickTime, and other software components for Windows XP
or
Removing and reinstalling iTunes, QuickTime, and other software components for Windows Vista or Windows 7

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