This can be done on either Sora or Riku’s story modes.
Much easier than it initially sounds, since through a technicality you can die frequently and still nab this trophy. Much like the same trophy in the first Kingdom Hearts, when dying you’ll have two options:
-Continue
-Return to title
This means as long as you hit “Return to title” and reload your last save, you’ll still unlock the trophy upon finishing the playthrough.
Try to make a point of saving as often as possible to avoid losing large chunks of progress, obviously before entering a World is a good spot, along with Conqueror’s Respite and ensure you always keep a Moment’s Reprieve card handy so you can save before boss fights.