re = /(?s)\h([a-zA-Z0-9]{8})$(?=.*\h\1$)/m
str = 'Folder A\\Folder C\\File three.txt 56efd95f
Folder A\\File one.txt b8e1b873
Folder A\\Folder B\\Folder D\\File four.txt 56efd95f
Folder A\\Folder B\\File two.txt 21e8e9c9'
subst = '$1'
result = str.gsub(re, subst)
# Print the result of the substitution
puts result
Please keep in mind that these code samples are automatically generated and are not guaranteed to work. If you find any syntax errors, feel free to submit a bug report. For a full regex reference for Ruby, please visit: http://ruby-doc.org/core-2.2.0/Regexp.html