Can you help me with my engagement ring ? Can you help me put on my engagement ring ?

You could just say - “Could you help me with my engagement ring?” It is clear that you are trying to put it on.

你好

The sentence "Can you help me on with the engagement ring?" is grammatically correct, but it might sound a bit unusual or awkward. Typically, we use the phrase "help me put on" rather than "help me on with." So, a more natural way to phrase this request would be: "Can you help me put on the engagement ring?" Alternatively, you could say: "Could you assist me in putting on the engagement ring?" Both of these variations are more commonly used and would be easily understood.