Here's my timeline:
PNP Application received by CIC: May 20, 2016
AOR: Aug 18, 2016
Medical request: June 8, 2017
Got Married: Aug 19, 2017
Sent Add-on request to CIC for my wife: Sep 8, 2017 (the add-on request included her upfront medical that we needed for her open work permit. I sent our Ontario marriage certificate and police clearance a month later)
Wife got her open work permit: December 22, 2017
Wife's name official got added to the file: Jan 24, 2018
Additional documents such as photos, etc: Jan 28, 2018
Additional documents provided to CIC: Jan 30, 2018
We provided my wife's upfront medical. Currently on my my account online, it says "We are currently reviewing the additional documents you provided" and my background is in process.