I would argue that the essential problem of the Star Wars prequels was bad dialogue and bad stories. For the life of me, I can't understand how the "first time" speech ever survived the cutting room floor. Conversely, parts of the Clone Wars series were excellent, despite being squeezed between two movies.The essential problem with prequels. The Star Wars prequels were designed to show the rise & fall of the Jedi order, Anakin Skywalker, and even Padme, but no one really cared because we already knew the Jedi were largely killed off, the twins' mother dies, and Anakin became Vader, so his prequels journey was of no importance when his future as a monster was already established. Prequels made decades after the fact only create more problems of inspiration (never as strong as the original work), art direction or motivation.
Even in Star Trek itself, Enterprise in particular, it was more rewarding when episodes dealt with familiar subjects, like the Andorians and Tellerites, and mined stories that showed the birth of the Federation.