Canon lens decision

[ianbmw]

Ok here it goes i'm going to be very specific. I own a Canon Digital Rebel, have a budget of $1,300 but would like to stay in the $1,000 range, I take mostly floral macro work and portrait photography. Occasional landscape but seldom ever sport photography. So here is what I propose I buy and you guys need to give me some thoughts. Remember that I am only intersted in Canon lenses and would like to lean toward expensive or high end lens because I bought a 100-300 IS USM lens and am not impressed with the quality.
$310 Canon 50mm f/1.4 USM for portrait.
$469 Canon 100mm f/2.8 USM Macro.

I will save until end of next summer for this second list.
$1,649 70-200mm f/2.8L IS USM
$1,169 24-70mm F/2.8L USM

My main focas is I do NOT ever want to buy a lens only to find that for a couple hundred more I could have had a much improved quality lens. I would rather spend the money for quality the first time than waste money going through crap lens only to end up having to buy the expensive stuff.

Thank You in advance,
Ian