Playlist in iTunes does not copy over to my iPod... why?

Okay... so my only problem is this:
Out of all my playlists on iTunes, there is one which will not appear on my iPod video no matter how many times I update it. I have tried all the troubleshooting procedures such as restoring my iPod and copying all the music over again, but that one playlist still does not appear. Is there some way to fix this? Or maybe some way to report a problem to Apple? I couldn't find anything on this website besides forums and FAQs.

Okay... so my only problem is this:
Out of all my playlists on iTunes, there is one which
will not appear on my iPod video no matter how many
times I update it. I have tried all the
troubleshooting procedures such as restoring my iPod
and copying all the music over again, but that one
playlist still does not appear. Is there some way to
fix this? Or maybe some way to report a problem to
Apple? I couldn't find anything on this website
besides forums and FAQs.
EVERY TIME I TRY TO PUT SOMETHING ON MY IPOD NOW SOMETHING LIKE IT CANT BE READ AND HAS BEEN CORRUPTED PLZ RUN THE CHLEXY SOMETHING KEEPS POPIN UP SOME HELP PLZ

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