While macports simplifies installation, this is the difference between the 4 commands (wget / tar / configure / make) and command 1. Where the macros really glow, this is package management. If you are primarily interested in developing Ruby, RubyGems may be all you need. If you are doing Ruby on Rails, macports will be very useful for all the ruby software you need. If you want to make full use of the GUI, you can use Porticus as the macports interface.
I had a random problem during the build phase, but this is under the tiger, which is behind the times.
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