こんな感じで行こうと思う

static_html_init.sh

#!/bin/bash

jquery_version="1.9.1"
jquery_name="jquery-${jquery_version}.min.js"
jquery_url="http://code.jquery.com/$jquery_name"

mkdir -p haml coffee sass vendor public/{javascripts,stylesheets,images,lib}
touch vendor/.gitkeep

curl -L "$jquery_url" > "public/lib/$jquery_name"

echo 'Hi!' > README.md

cat > .gitignore <<EOS
.DS_Store
/.sass-cache
/.bundle
/vendor/bundle
EOS

cat > Gemfile <<EOS
source :rubygems

group :development do
  gem 'rb-fsevent'
  gem 'guard-compass'
  gem 'guard-coffeescript'
  gem 'guard-haml'
  gem 'guard-livereload'
end
EOS

cat > Guardfile <<EOS
guard 'coffeescript', input: 'coffee', output: 'public/javascripts'

guard 'compass' do
  watch(%r{^sass/(.*)\.s[ac]ss$})
end

guard 'haml', input: 'haml', output: 'public', haml_options: {attr_wrapper: '"'} do
  watch(%r{^haml/.+(\.html\.haml)$})
end

guard 'livereload' do
  watch(%r{^public/.+\.(css|js|html)$})
end
EOS

cat > config.rb <<EOS
http_path = "/"
css_dir = "public/stylesheets"
sass_dir = "sass"
images_dir = "public/images"
javascripts_dir = "public/javascripts"
EOS

cat > coffee/main.coffee <<EOS
$ ->
  console?.log? 'Hi!'
EOS

cat > sass/screen.scss <<EOS
@import "compass/reset";
@import "compass";

body {
  font-family: "ヒラギノ角ゴ Pro W3","Hiragino Kaku Gothic Pro", Osaka, "メイリオ", Meiryo, "ＭＳ Ｐゴシック", sans-serif;
}
EOS

cat > haml/index.html.haml <<EOS
!!! 5
%html{html_attrs("ja")}
  %head
    %meta{charset: "UTF-8"}
    %title Hi!
    %link{rel: "stylesheet", href: "/stylesheets/screen.css"}
    %script{src: "/lib/${jquery_name}"}
    %script{src: "/javascripts/main.js"}
  %body
    %p Hi!
EOS

bundle install --path vendor/bundle