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In July 2007, Menon began work on a youth-centric film titled ''Chennaiyil Oru Mazhaikaalam'' featuring [[Trisha (actress)|Trisha]] in the lead role. He retained the title of his previous shelved film starring [[Suriya]], as producer [[Aascar Ravichandran]], who planned to revive the other project, was not keen on keeping the old title.<ref>https://web.archive.org/web/20080606222409/http://www.desipundit.com/baradwajrangan/2008/06/05/interview-gautam-vasudev-menon/</ref> For the first time in his career, Menon opted to collaborate with [[A. R. Rahman]], rather than [[Harris Jayaraj]], as the film's music composer.<ref>https://www.behindwoods.com/tamil-movie-news/july-07-03/16-07-07-gautham-menon.html</ref><ref>https://www.newindianexpress.com/entertainment/tamil/2008/nov/15/harris-and-gautham-part-ways-6900.html</ref> A photoshoot for the film was completed by the end of July 2007, with four rookie male actors joining Trisha in the film. Menon signed on actress [[Sridevi]]'s nephew [[Avishek Karthik|Karthik]], his assistant director [[Veera Bahu|Veera]], dancer [[Sathish Krishnan|Sathish]] and video jockey Shaam, for acting roles in the film. Actresses [[Nikita Thukral]] and Nethra, previously seen in ''[[Thoovanam]]'' (2007), also joined the film in lead roles, while [[Daniel Balaji]] was cast as the antagonist.<ref>https://www.nowrunning.com/news/tamil/nethra-in-gauthams-chennaiyil-oru-mazhai-kaalam/11980/story.htm</ref>
Set in the backdrop of Chennai's IT industry, the team began its shoot in [[Hyderabad]] during September 2007, with the intention of completing the process in three months.<ref>{{cite web|url=http://www.thehindu.com/todays-paper/tp-features/tp-fridayreview/chennai-set-for-the-rains/article2292725.ece|title=Chennai set for the rains!|work=The Hindu|access-date=6 September 2015|archive-date=4 February 2014|archive-url=https://web.archive.org/web/20140204005332/http://www.thehindu.com/todays-paper/tp-features/tp-fridayreview/chennai-set-for-the-rains/article2292725.ece|url-status=live}}</ref> The date was not met and Menon alternated on schedules for the film with his commitments on ''[[Vaaranam Aayiram]]'' (2008). A second schedule for the film in Chennai began during May 2008, after which fifty percent of the film was complete.<ref>https://www.indiaglitz.com/gautham-denies-rift-with-harris-kannada-news-38851</ref> As Menon was working with Trisha on ''Chennaiyil Oru Mazhaikaalam'', he chose to use her dates for ''[[Vinnaithaandi Varuvaayaa]]'' (2010), when the film was put on hold.<ref>{{Cite web |title=Exclusive: Gautham to start a quickie with Simbu! |website=[[Sify]] |url=http://www.sify.com/movies/exclusive-gautham-to-start-a-quickie-with-simbu-news-tamil-kkfsxQebaiesi.html |archive-url=https://web.archive.org/web/20180221222444/http://www.sify.com/movies/exclusive-gautham-to-start-a-quickie-with-simbu-news-tamil-kkfsxQebaiesi.html |url-status=dead |archive-date=21 February 2018 |access-date=19 September 2018}}</ref>
In 2011, Menon revealed that the film was dropped because he felt the actors "needed to be trained", and would consider restarting the project at a later stage.<ref>{{cite web|url=http://www.behindwoods.com/new-videos/videos-q1-09/director-interview/gautham-menon.html|title=Gautham Vasudev Menon - Tamil Cinema Director Interview - Gautham Vasudev Menon - Nadunisi Naaygal - Simbhu - Kamal - Ajith - Suriya - Behindwoods.com|work=behindwoods.com|access-date=6 September 2015|archive-date=23 September 2015|archive-url=https://web.archive.org/web/20150923213411/http://www.behindwoods.com/new-videos/videos-q1-09/director-interview/gautham-menon.html|url-status=live}}</ref><ref name="aymhindu">{{cite news|author=Menon, Vishal|year=2016|title=I don't mind being called elitist: Gautham Menon|work=[[The Hindu]]|access-date=2016-11-18|url=http://www.thehindu.com/features/cinema/gautham-menon-prefers-to-start-filming-with-incomplete-scripts/article9338692.ece?secpage=true&secname=entertainment|___location=Chennai, India}}</ref>
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