Impedance Matching Network with tracks+connectors in between (practice)
It's tough understand exactly what you're trying to do or where everything is located, but in general your matching network will sit between two different blocks (let's call them \$Z_{source}\$ and \$Z_{load}\$). If you know the impedance looking in at both of your blocks, then your matching network should simply transform \$Z_{source}\$ into \$Z_{load}\$.

From your question and your wording, I'm assuming you're doing matching on a PCB or similar (because you use the word "path"). It seems to me that the first impedance is the impedance looking into the trace leading to your antenna, which you mention is \$50\Omega\$. So let's say \$Z_{source}\ = 50\Omega\$.

The second impedance to consider is what you see looking towards your rectifier/load from the matching network. It looks to me like that would be your "path and connector" as well as the rectifier.

Keep in mind, if your "path and connector" impedance isn't well matched to your rectifier at that reference plane, you'll be getting reflections at that interface that your matching network won't be able to help with. As such, I think your question looks strange because the "matching network" should be next to your rectifier and load, converting its impedance into \$50\Omega\$, then feeding that into the first "path and connector" and using standard \$50\Omega\$ coax, lines, etc. all the way to the antenna.

Edit (post-update of question): Your matching network should be on PCB2, just between "SMA &amp; Path" and "Load." Transform the load to \$50\Omega\$, then just calculate and use controlled \$50\Omega\$ traces all the way to your SMA connectors on both PCBs.