(x) this is technically not true for some Anglican orders that later became Catholics? Maybe? (I never remember the rules of the ordinariate.) So maybe he could first become a priest in Anglican Church, then switch to Catholicism, then become a bishop, then a Cardinal, then a Pope? It's a long shot though.
edit: ahhh the married priests in Ordinariate cannot become bishops. So he would need to have first his marriage annulled I guess.