Super Boss Waves happen in Ops when, on waves 5 or 10, the roll results in 3 of the same boss type coming up.
This is basically just luck but you will roll it sooner or later. I'm not sure if difficulty affects the frequency of Super Boss Waves but I got this on Normal difficulty, and it probably took me something like 20-25 games.
Generally what will happen is two of the bosses will spawn near the start of the wave, and the third as a timed spawn a little later on. Focus your fire power on taking down one of the first two initially; generally these waves are pretty manageable as long as you don't get swamped by three bosses at once.
Beat 3 of these waves to get the trophy.
Note that, as long as you ultimately beat the wave, it does not matter whether you use auto-revives or team retries. I had to use a team retry on a Super Super Bean boss wave and still got the trophy.