Cannot Transfer Songs From Library To My IPOD-Error message

I recently have been having issues with my ipod updating, so I restored it about a million times until it finally started recognizing it in my Itunes. The problem is when I am transferring songs onto Ipod it is terribly slow and finally gives me an error stating "The disk cannot be read or written too", what the **** does that mean? So I removed my itunes and reinstalled it this was working grate till I got about 600 songs on and then it began having the same issues, I dont know if I showed just try and reinstall my itunes again or what?

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Disk Cannot Be Read or Written to error when syncing iPod
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