Would something along the lines of... be allowed?

YVR-SFO
SFO-HKG
HKG-SIN (STOP)
SIN-SYD (STOP)
SYD-SIN
SIN-HKG (STOP
HKG-SFO
SFO-YVR

And would the POT be SYD or SIN given that SIN is farther than SYD?