Restored ipod not updating entire itunes music library

after restoring ipod to factory conditions, the ipod does not "update" all the music in my itunes music library. instead, both the ipod and itunes freeze. what needs to be done to complete an update?
mac ibook   Mac OS X (10.4.7)  

Typo correction on my topic post: I realized the only music I could see in my library was what was updated off of my new laptop.

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