I Pod Wont Sync

I restored my I pod recently and now when it syncs it will get to song 544 out of 606 and then say "The Ipod cannot be synced. The required disc cannot be found." and the sync stops. I then tried to eject the Ipod through both Itunes and Windows and it will not leave the "Do Not Disconnect" screen.
Also the red symbol doesn't flash on the screen, its just a white screen saying do not disconnect, if that helps.
Thanks

Oh, and I forgot to add, it's not the song because I removed that song from my library and tried again and it stopped on the same song number but a different song

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