1a entails 1b

He broke his phone when he threw it at the wall.

The phone is broken.

 

2a presupposes 2b:

She stopped teasing him when he cried.

Trigger: stopped, presupposes that she had previously been teasing him

 

3a presupposes 3b:

I regret eating chocolate cake right before going to bed.

Trigger: regret, presupposes that I ate chocolate cake right before going to bed.