sajhafan,

Yes, it is right that like last year, H1B would be processed in a lottery system and if you don't get into the lottery, your OPT status won't be affected and you can join the Masters program after you complete your OPT. If you become lucky enough to get yourself into the lottery, your H1B will begin from October 1st, this year.

Last year, all the applicants who processed their H1b applications with premium fees ($1000 extra than the regular fees to expedite the process) had their cases approved. Not sure if that's the trend this year also; better consult your consultancy on this.

All the Best!