That's an interesting puzzle. I think that having average attractiveness, average familial wealth, and ultra high intelligence gives you good odds for success. However, ultra high intelligence often comes with mental health challenges...
Having ultra high familial wealth and being average in the other two gives you the resources for maximizing what you were born with. You can also buy cosmetic surgeries to enhance attractiveness, and having access to top notch nutrition and healthcare helps too.
I couldn't tell you which would be better of the two, but I think the extreme attractiveness one would be my pick for the short straw - the one I wouldn't pick. Lacking high intelligence and great wealth makes it too likely to suffer poor nutrition, have fewer resources to call on, have poorer health, etc., all things that could rob you of your one strength - beauty.