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My current setup is an Early 2008 MacBook, Sony MDR-7506 headphones, and a set of M-Audio Studiophile AV 40 monitors.

 

What I'm looking for is to get the best possible sound from the laptop to the speakers (primarily) without going over say $200.

 

The AV 40 has analog line in via RCA or 1/2" TRS.

 

The MacBook has optical out, so I could go out via that or the front-most USB port (as I believe that is the one that isn't on the internal hub).  I'm probably leaning towards a USB solution as I really don't want or need any more power adapters lying around.