Problems synching itunes music...

I was trying to synch my ipod this morning, but now I keep getting a message saying:
"Attempting to copy to the disk "name of my ipod" failed. The file or directory is corrupted and unreadable".
I have 4777 songs on my itunes, but once the error message comes up, it stops synching. I can't get any more than 4703 songs to synch over now.
I'm not sure why this message is coming up, or what to do about it. Anyone know?
Thanks

I can't get any more than 4703 songs to synch over now.
Does it always seem to be giving you that error message when the same song or other item is being synced?

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