Meg
I found that the best way to start was to make a list of the places you wanted to visit on your RTW (irrelevant of how impractical) then when you have your list, whittle it down. Once you know where you want to go, planning is so much easier.
I had JNB/CPT and NRT on my original wish list, but dropped them as i could easily do those another time directly with VS, so concentrated on Asia and Australia where there wasnt as much VS presence, and where getting to wasnt as easy. Once i had places such as HKG, KUL, SIN and SYD as definates the rest was easy.
If stopping in the US isnt important to you, its a shame you have to route through there as its a lotof miles. You could consider doing the SIN-EWR flight (from SYD) not that it will probably show on the planner, but it could be a miles efficient way of getting home? I am not sure and would need to calculate it.
I am having a little trouble assuring my other that doing the entire trip in UC is a good idea, as he stubbornly insists that we will also need to sleep and eat OUTSIDE of the aircraft and the CH during the trip, and where exactly do I think those funds will come from?
There is life outside Upper? hehe

Rest assured that you will find Asia the cheapest part of your trip, the food and accomodation are very cheap. Sell him on that part - and then gloss over the cost of the rest!

Seriously though, i dont think there is any other way of doing such intense flying over a short period. Believe me, when your internal clock just dies as its been through more time changes than Marty McFly - you will be glad for everything Upper has to offer, from the lounges to the priority baggage to the space and sleep on the aircraft.
If you were doing this trip over a year then you have recovery periods inbetween, but when doing it in a matter of weeks you dont have that luxury so having a good flight ensures you dont ruin your trip by being too tired, cranky and jet lagged to see what you flew all that way to see!
HTH?