I agree with Edward Shanks answer.
I think using "on" in a context like this would be quite rare.
"On” means “about/regarding” in this context.
As Edward Shanks says, it's difficult to explain the nuance in meaning between using "on" or "of". Here is my attempt at explaining it:
If you listen to some examples ON how you could use a phrase in different situations, you would for instance listen to different recordings of people explaining or talking about how to use the phrase in different situations.
If you listen to some examples OF how you could use a phrase in different situations, then you would listen to examples of people actually using the phrase in different situations.