Why does my library randomly not upload to my iphone anymore?

I began to delete a few songs off of my itunes library today and added a few, then I began to sync my iphone with the new library and only 3 songs show up on my iphone, how can i fix this?

Sometimes that is a business decision, sometimes technology driven.  Operating systems and software get to a point where hardware is not capbable of using the software effectively so it is not supported.  This has happened a few times in the life of various Mac OS versions.
It's frustrating but not much we individual users can really do about it.

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