I've upload and setup wordpress in windows server 2008 R2 using IIS. After successfully setup this application.
Facing error "Unable to create directory wp-content/uploads/2014/03. Is its parent directory writable by the server?". Prior to that, there are already some setting have been done, please check http://dotnetfish.blogspot.com/2013/10/error-message-500-internal-server-error.html
How to solve the problem? When upload the file to wordpress, the file will save into upload folder inside wp-content. What i do is add a modify permission to user IUSR and apply the setting to child folder as well.
After done the setting, problem solved.