Why does my iPod Classic keep trying to sync items from my iTunes library that are no longer there?

I have an iPod classic, 160GB model, that keeps trying to sync items that are no longer in my iTunes library, is there a way to stop it from doing this? My iTunes library is on my MacBook Pro (17-inch, Late 2011), 2.4 GHz Intel Core i7, 8 GB 1333 MHz DDR3, AMD Radeon HD 6770M 1024 MB.

Clarification needed
Does your iPod clears  your iTunes library or the music in the iPod itself disappears, when your sync the iPod?

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