I deleted songs on my iphone but it doesn't show up on itunes?

To free up space on my iphone I deleted around 600 songs just by using my phone. Now i'm trying to sync it with itunes and it won't let me because i 'don't have enough space' but i just deleted 600 songs so that can't be the case. How do I make itunes recognize my deletions?

I hate to break it to you, but its gone forever, I did it once.

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