Item description:

To unlock some trophies do this:
Chapter 1-4 (normal), Chapter 5-7 (normal), occured during normal gameplay after beating the selected chapters.
Chapter 8-11(normal), 12-13 (normal), 14 - epilogue (normal) appeared when playing hard mode and beating chapters 1-5, all 3 of those trophies appeared when the screen is displaying the chapter 5 (hard) resutls.
The Complete all Chapters on Normal difficulty appeared when beating the game though.

Exactly same with the hard mode trophies
1-4 ,5-7 appeared when playing hard mode through those chapters,
8-11, 12-13, 14- epi, occured when playing climax mode after finishing chapter 5.
Complete all Chapters on Hard difficulty appeared when beating the game on hard.

After beating climax mode,
Legendary Dark Witch didn't pop, instead I had to go through prologue and chapters 1,2 3 on climax mode AGAIN for a second time for it to pop.