HELP! Can't upload songs onto ipod from limewire
 

When i try to import a playlist or song into itunes library, it tells me "The file cannot be imported. an unknown error occurred [-50]" Also, if i add a file to my library, and connect my ipod to upload the songs, a sign pops up saying "songs on the ipod cannot be updated because all of the playlists selected for updating no longer exist. . ."
i have windows xp, if that helps.

any way i can fix this? please help, im going insane :(