Booked the following itinerary with helpful Aeroplan agent. Wait time was 5 minutes.
YOW - YYZ (AC J) - 321
YYZ - ORD (UA J) - CR7 (overnight)
ORD - NRT (NH F) - 773
NRT - SIN (NH F) - 773 (stop)
SIN - SYD (SQ J) - 333 (destination)
SYD - ICN (OZ J) - 772
ICN - LAX (OZ F) - 388 (stop)
LAX - YUL (AC J) - 320
YUL - YOW (AC J) - CRA
Fees + taxes, etc. = $ 1,019.32 + $ 33.90 (booking fee) per ticket.
Took 20 minutes to book the flights and ticketed by Aeroplan within 2 days.