Recovering after a hard drive crash and restore

I have a question before I sync my iPod again;
I had a operating system hard drive crash a little while ago, and I reimaged my drive with a three month old backup, basically I rolled back my computer's state a couple months, and with it, the state of my iTunes library.
Now, my library is going to be missing songs that my iPod has, does this mean when I sync my iPod again iTunes is going to delete those songs it doesn't know about anymore? I don't recall seeing the option to "manually manage" the iPod anymore, but even in that case does this mean I can't automatically sync again?
I understand that I can't use iTunes to pull songs off my iPod but thats not what I want. Essentially I want to rebuild my iTunes library list from what the iPod has, even if it can't find the songs on the local disk anymore, I just don't want them deleted.
Maybe I'm approaching this problem the wrong way..

Hi there,
I'm struggling with the exact same issue, so I'm hoping you get a response soon from someone who knows what the g-o may be... I did sync my iPod after my hard drive crashed, but I had iTunes already configured to 'manually manage' my music, so it didn't clear my entire iPod. I'm just scared of accidentally deleting certain music off my iPod playlist that I didn't burn onto disc & so I'd lose it for good.
Let's hope someone's got an idea...

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