"Do you think you would be as easily able to induce the required prebend with a deck stepped set up (esp on your style of boat?)"
I do think so. The key is getting a moment connection at the deck between the base of the mast and the king post. That was how the Laser 28's were built which has a very similar rig to my boat.
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Curmudgeon at Large- and rhinestone in the rough, sailing my Farr 11.6 on the Chesapeake Bay