I think the bottom line would be - what you want to do and where you feel more comfortable!
The timeline for citizenship varies a lot. Official IRCC suggests average 1 year timeline. But then some people get it sooner, some people get additional steps in their process like application return due to incomplete application or incorrect information or some may get fingerprint requests. Lately applicants from Toronto / Mississauga on Feb & March timeline have been reporting that application for no one on the forum has moved for over 1-2 months. On the other side, applicants from Alberta are being called for oath the same or next day as test. I, from Manitoba, filed in early March, have passed test, and now waiting on oath invite.
So I can't think of any perfect answer! You could also apply for citizenship, and then requestion this thing around November.
I don't see any disadvantage in applying for citizenship now (with "now" I mean this month, when you are eligible). If by November your application is still in process you can apply for your PR card renewal to be safe. Obviously you can apply for a PR card renewal while your citizenship is in process. There's nothing wrong with that.
I applied,took test,had my oath,...in short I became Canadian even with an expired PR card. Having an expired PR card doesn't mean you've lost your status, you're still a PR even with your expired card. As long as you don't intend on leaving Canada (since you'll need it to enter the country again),having an expired PR card while your application is being processed is no big deal. Hope this helped. Goodluck!
