IPod syncing and disconnecting errors

I have had my 80GB iPod Classic for about a year and a half. About 6 months ago, whenever I would connect my iPod to my PC, this error would pop up: "The iPod cannot be synced. An unknown error has occurred (-48)."
Despite this message, I can still buy and put music, movies, etc. on my iPod, but the cover art for the music, movies, etc. would be blank. It has been a little annoying and I tried to fix it by unchecking the box for displaying album artwork and then checking it back. After I did this, the artwork on all of my music, movies, etc are blank now.
And whenever I click disconnect to eject my iPod, the following message pops up: "The iPod cannot eject because it contains files that are in use in another application."
I have a feeling these two problems are related. I just am asking how to get my iPod in working shape? If I reset my iPod to its original settings, will it delete all of my music and movies off the iPod and then sync it with my current iTunes library?
If so, I will not restore to its original settings because I have movies and music on my iPod that are not in my library because I deleted them of my hard drive to save some space. Thanks for taking your time to read my problem and hopefully someone has an idea or experienced this before. If it cannot be fixed, I don't really care as long as my iPod plays my music and movies, but it would be nice to see the album artwork for my music once and a while. Thanks.

It seems your best bet would be to restore your iPod. However, you would lose everything currently on the iPod - restoring wipes everything, then re-installs the operating system.

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