Rosa Parks was not the first to refuse to move to the back of the bus. She was, however, more suitable for the lawsuit. https://en.wikipedia.org/wiki/Rosa_Parks#Refusal_to_move
Plessy's "violation" of the despicable Separate Car Act was staged, with the conductor and private detective part fully aware of the planning. https://en.wikipedia.org/wiki/Homer_Plessy points out that the early test case planning included looking for a woman of "not more than one-eight colored blood" as the possible plaintiff.
A more fictionalized dramatization might be season 4 episode 9 of _The Good Wife_ trying to get a DOMA test case (https://en.wikipedia.org/wiki/The_Good_Wife_season_4) which focuses on the need to lose at the initial trial because SCOTUS is part of the appellate court system. (And, of course, you probably need to lose at state-level appeals as well.)