Oh oh. I think I'm at fault for this, but we're in danger of getting into the aerodynamics theories. I guess that's natural, because the Myth is based on the general population's understanding of lift, perpetuated by many retellings in casual and technical literature.
David's citation of Arvel Gentry's work is spot-on. It's funny that after 45 years, many of Arvel's observations about the state of knowledge in sailors about the way sails work are still valid.
Many phenomena in fluid dynamics are counter-intuitive and in attempts to make them understandable often over-simplify the actual forces at work. I'm guilty of doing the same, even though I should know better: I taught a variety of sciences for many years, and most of my time was spent helping students unlearn the explanations from previous teachers. And there were some subjects I taught that out of necessity had simplifications that I'm sure their graduate teachers cussed me for. Other times I taught the wrong mechanisms because I simply didn't know better. There were several moments when in the middle of a third or fourth "textbook" explanation in front of a whole class I'd realize that the book didn't make sense. Tides were a classic. Atomic structure, electromagnetism, and gravity were others.
I'm definitely not a fluid dynamics guy, and what I don't know about the subject is tremendous.
In any case, it's still looking like (perhaps) the mast on the windward side is slower. Maybe it disrupts the flow (either stream or circulation) and messes with the slow air / high pressure side. Or maybe it's as simple as the mast sticking out in the laminar flow outside the boundary layer creating drag. Or maybe something else or a combination of several factors. Sounds like digital wind tunnel work to me.