In these situations, your best bet is to discard the span tables. They are useful for laying out a simple framing plan, but when you start getting into this kind of stuff the work needs to be done by a competent structural engineer. If that's not you, you should find one and hire him/her.
Grade should be stamped on the lumber.
I really don't like the 2x4 on the bottom. It may work 'by the numbers' but a lot has to go right. Wasn't there a thread recently that beat up on any idea that that could work in reality? Between flexibility in the glue, nail slip, and generally sloppy work that often accompanies such things (even the best carpenter is only going to be but so good with a 2x4 trying to attach it to the bottom of a beam overhead and over that sort of length), any composite effects are effectively neutered and you'll likely get more than acceptable sag out of the assembly.