My ipod classic 80GB has stopped syncing songs from my itunes! How do I fix this?!

There has been nothing wrong with my ipod until the recent software update from itunes. Since then I can't sync my library to my ipod. At most at a time I would get one or two songs before the ipod stops and freezes and can't finish syncing. Error code 53 keeps poping up just when it freezes. I have tried restoring the ipod and also resetting it completely but to no avail! I have also tried to manually put my library into my ipod but this does not work either! Is there anyway to fix this or could someone please tell me what's up with my ipod?!

Start here:
Troubleshooting iTunes installation on Mac OS X

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Welcome to the Support Communities!
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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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Start here:
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Can one use a iPod classic to restore all the songs from a crashed pc onto an iMac '12?

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i

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My ipod classic 80GB has stopped syncing songs from my itunes! How do I fix this?!

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