Can't Install Debugger Gem - Rails - MAC Osx Mavericks

Cant install the debugger gem

I was having the same issue and this solved it for me:

gem update debugger-ruby_core_source

And then bundle install would work.

Impossible to Install PG gem on my mac with Mavericks

If you want to avoid using MacPorts, you can download the Postgres App and place it into the Application directory.

Then, specify the location of newly downloaded pg_config:

gem install pg -- --with-pg-config=/Applications/Postgres.app/Contents/Versions/latest/bin/pg_config

If you run in to missing headers problem, try specifying the include directory of the app:

gem install pg -- --with-pg-include='/Applications/Postgres.app/Contents/Versions/latest/include/'

ERROR: Failed to build gem native extension on Mavericks

Also make sure that you've upgraded Xcode to re-install command line tools on Mavericks.
In terminal type:

xcode-select --install

Then follow the prompts.

gem install debugger -v '1.5.0' fails

You better to use latest version of debugger, bc issue with your Ruby version was solved.

Cannot install gem debugger -v '1.6.5'

This should solve your problem:

xcode-select --install

source: https://stackoverflow.com/a/19570890/702560

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