IPod was skipping songs. So I did a "restore". Now it won't sync

OK, my iPod was skipping songs. I'd play an album, it would try and play some songs, skip them one at a time. it was probably failing about 30% of the time.
So, I thought I'd try to "Restore" the iPod, and then sync it.
Restore worked great. It wiped out the iPod of all my music. Then when I tried to perform the sync, it gets about 250 songs into it, and then fails. iTunes says that it is still syncing, but it never gets past that point. Continually syncing forever.
I don't know what I can do here (aside of buying a new iPod -- that suggestion is not helpful, btw). Before I had an iPod that played about 2/3 of its songs. Now 95% of my songs are just gone.
Everyone says not to run Disk Utility on the thing, but I'm extremely tempted. But I'm at a total loss here. Any ideas?

Bump for the answer because I also have same case.

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IPod was skipping songs. So I did a "restore". Now it won't sync

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